Methyl iodide → Methyl 4,5-dibromo-3-methoxythiophene-2-carboxylate

HRID 450497노트

반응식

HRID 450497 반응식
IC.[C:3]([O-])([O-])=O.[K+].[K+].[Br:9][C:10]1[C:11]([OH:20])=[C:12]([C:16]([O:18][CH3:19])=[O:17])[S:13][C:14]=1[Br:15]>CN(C=O)C.C(OCC)C>[Br:9][C:10]1[C:11]([O:20][CH3:3])=[C:12]([C:16]([O:18][CH3:19])=[O:17])[S:13][C:14]=1[Br:15]

참가 물질

6

반응물 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 2777613Methyl 4,5-dibromo-3-hydroxythiophene-2-carboxylate

생성물 1

HCID 2808414Methyl 4,5-dibromo-3-methoxythiophene-2-carboxylate수율 80%

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 6228Dimethylformamide용매

실험 절차

9.97 ml of a solution of iodomethane and then 29.44 g of K2CO3 are added, dropwise, to a solution of 34.35 g of methyl 4,5-dibromo-3-hydroxythiophene-2-carboxylate in 150 ml of DMF and the mixture is left to stir for 18 hours at AT. After cooling, the reaction mixture is diluted in 100 ml of ethyl ether and filtered, and the filtrate is concentrated under vacuum. The reaction crude is purified by silica gel chromatography, elution being carried out with heptane and then with a heptane/EtOAc mixture (85/15; v/v). 28.70 g of the expected compound are obtained.

후처리

  1. temperatureAfter cooling
  2. filtrationfiltered
  3. concentrationthe filtrate is concentrated under vacuum
  4. customThe reaction crude
  5. customis purified by silica gel chromatography, elution

출처 및 근거

ORD 기록
ord-8316e5bcded34f37960b332a2089cbd8
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08486971B2

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